Issue 39, 2018

A 2-(1-methylhydrazinyl)pyridine-directed C–H functionalization/spirocyclization cascade: facile access to spirosuccinimide derivatives

Abstract

A cobalt-catalyzed oxidative coupling of benzoic hydrazides with maleimides by utilizing 2-(1-methylhydrazinyl)pyridine as a bidentate directing group has been developed. This C–H functionalization/spirocyclization cascade protocol shows high efficiency and remarkable functional group tolerance, and the ubiquitous spirosuccinimides were obtained in good to excellent yields with high regioselectivity. This strategy also provides a novel and efficient access to diverse symmetric and unsymmetrical bisspirosuccinimides.

Graphical abstract: A 2-(1-methylhydrazinyl)pyridine-directed C–H functionalization/spirocyclization cascade: facile access to spirosuccinimide derivatives

Supplementary files

Article information

Article type
Communication
Submitted
05 Mar 2018
Accepted
11 Apr 2018
First published
12 Apr 2018

Chem. Commun., 2018,54, 4927-4930

A 2-(1-methylhydrazinyl)pyridine-directed C–H functionalization/spirocyclization cascade: facile access to spirosuccinimide derivatives

H. Zhao, X. Shao, T. Wang, S. Zhai, S. Qiu, C. Tao, H. Wang and H. Zhai, Chem. Commun., 2018, 54, 4927 DOI: 10.1039/C8CC01774C

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